Enantioselective and Z/E-Selective Conjugate Addition of α-Substituted Cyanoacetates to Acetylenic Esters Catalyzed by Bifunctional Ruthenium and Iridium Complexes

2010 ◽  
Vol 49 (44) ◽  
pp. 8157-8160 ◽  
Author(s):  
Yasuharu Hasegawa ◽  
Ilya D. Gridnev ◽  
Takao Ikariya
Keyword(s):  
Conjugate Addition ◽  
Iridium Complexes ◽  
Acetylenic Esters

scholarly journals Bis-Cyclometalated Indazole and Benzimidazole Chiral-at-Iridium Complexes: Synthesis and Asymmetric Catalysis

Molecules ◽  
2021 ◽  
Vol 26 (7) ◽  
pp. 1822
Author(s):  
Sebastian Brunen ◽  
Yvonne Grell ◽  
Philipp S. Steinlandt ◽  
Klaus Harms ◽  
Eric Meggers
Keyword(s):  
Asymmetric Catalysis ◽  
Coordination Sphere ◽  
Conjugate Addition ◽  
Chiral Auxiliary ◽  
Iridium Complexes ◽  
Bidentate Ligands ◽  
Nazarov Cyclization ◽  
Tert Butyl ◽  
New Class ◽  
Acyl Imidazole

A new class of bis-cyclometalated iridium(III) catalysts containing two inert cyclometalated 6-tert-butyl-2-phenyl-2H-indazole bidentate ligands or two inert cyclometalated 5-tert-butyl-1-methyl-2-phenylbenzimidazoles is introduced. The coordination sphere is complemented by two labile acetonitriles, and a hexafluorophosphate ion serves as a counterion for the monocationic complexes. Single enantiomers of the chiral-at-iridium complexes (>99% er) are obtained through a chiral-auxiliary-mediated approach using a monofluorinated salicyloxazoline and are investigated as catalysts in the enantioselective conjugate addition of indole to an α,β-unsaturated 2-acyl imidazole and an asymmetric Nazarov cyclization.

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